You should stop being in your head. Start being indifferent to the given situation you are in a certain point.
Do not prove yourself to her Same for humour: most people ARE funny, but are afraid for social consequences when making inappropriate jokes. I say socially inacceptable things all day, I've gotten shit tested on it a zillion times but I'll never apologize for who I am. Why would I?
Now as for you're saying you're a 9: if you are - and why would you lie about this subject - there has got to be loads of interest coming from girls towards you. Maby your problem is you fail to recognize these signs. A girl who shows medium to more interest should be handled in a way you're testing her to your standards.
Do not prove yourself to her. Take compliments like a boss.
This is for the looks department, which you need to exploit far more. Look at
http://www.youtube.com/watch?v=-unuqF4uklE This is excellent coverage on how to handle (and also create) female interest)
When applying the I'm the shit attitude you'll get good results quite quickly.